Application of 2941-29-9,Some common heterocyclic compound, 2941-29-9, name is Cyclopentanone-2-carbonitrile, molecular formula is C6H7NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
[00482] Step B: Preparation of 2-(l -methyl- lH-pyrazol-4-ylV2.4.5.6- tetrahydrocyclopenta- [c]pyrazol-3-amine : To a solution of di-tert-butyl 1 -(1 -methyl- 1H- pyrazol-4-yl)hydrazine-l,2-dicarboxylate (103 mg, 0.330 mmol) in EtOH (1.65 mL, 0.330 mmol) was added concentrated HCl (137 mu, 1.65 mmol). The mixture was stirred at ambient temperature for 5 minutes, then cooled in an ice bath followed by addition of 2- oxocyclopentanecarbonitnle (36.0 mg, 0.330 mmol). After stirring for 5 minutes, the reaction mixture was warmed to ambient temperature overnight. The reaction mixture was concentrated and partitioned in water and DCM. After phase-separation, the aqueous layer was basified (pH 10) and then extracted with DCM (3 x 10 mL). The combined organic extracts were dried with MgS04, filtered and concentrated in vacuo. The crude material was purified by reverse-phase column chromatography, eluting with 0-100percent acetonitrile/water to afford the product as a yellow solid (4.5 mg, 6.7percent yield). MS (apci) m/z = 204.1 (M+H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Cyclopentanone-2-carbonitrile, its application will become more common.
Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BRANDHUBER, Barbara J.; CONDROSKI, Kevin Ronald; HUANG, Lily; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78408; (2014); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts